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175361-81-6

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175361-81-6 Usage

Description

2,5-Bis-Thiopheneboronic acid pinacol ester is an organic compound that serves as a diboronic acid ester thiophene monomer. It is primarily utilized in the field of polymer chemistry, particularly for the synthesis of polymers through Suzuki coupling reactions. 2,5-Bis-Thiopheneboronic acid pinacol ester is known for its ability to form stable and functional polymers with potential applications in various industries.

Uses

Used in Polymer Synthesis:
2,5-Bis-Thiopheneboronic acid pinacol ester is used as a monomer for polymerization through Suzuki coupling reactions. This process allows for the formation of polymers with specific properties, such as enhanced electrical conductivity or improved mechanical strength, which can be tailored for various applications.
Used in Organic Photovoltaics (OPV) Industry:
In the field of organic photovoltaics, 2,5-Bis-Thiopheneboronic acid pinacol ester is used as a key component in the development of novel materials for solar cells. The resulting polymers can exhibit improved light absorption and charge transport properties, leading to more efficient solar energy conversion.
Used in Organic Field-Effect Transistors (OFET) Industry:
2,5-Bis-Thiopheneboronic acid pinacol ester is also employed in the fabrication of organic field-effect transistors. The polymers derived from this monomer can be used as the active layer in OFETs, providing enhanced performance in terms of charge carrier mobility and on-off current ratios, which are crucial for the device's functionality.

Check Digit Verification of cas no

The CAS Registry Mumber 175361-81-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,5,3,6 and 1 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 175361-81:
(8*1)+(7*7)+(6*5)+(5*3)+(4*6)+(3*1)+(2*8)+(1*1)=146
146 % 10 = 6
So 175361-81-6 is a valid CAS Registry Number.

175361-81-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H51725)  Thiophene-2,5-diboronic acid bis(pinacol) ester, 97%   

  • 175361-81-6

  • 1g

  • 1052.0CNY

  • Detail
  • Alfa Aesar

  • (H51725)  Thiophene-2,5-diboronic acid bis(pinacol) ester, 97%   

  • 175361-81-6

  • 5g

  • 4207.0CNY

  • Detail
  • Aldrich

  • (776920)  Thiophene-2,5-diboronic acid bis(pinacol) ester  99% (GC)

  • 175361-81-6

  • 776920-1G

  • 967.59CNY

  • Detail
  • Aldrich

  • (776920)  Thiophene-2,5-diboronic acid bis(pinacol) ester  99% (GC)

  • 175361-81-6

  • 776920-5G

  • 3,926.52CNY

  • Detail

175361-81-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane

1.2 Other means of identification

Product number -
Other names 2,5-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)thiophene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:175361-81-6 SDS

175361-81-6Relevant articles and documents

Iridium-Catalyzed Direct Borylation of Five-Membered Heteroarenes by Bis(pinacolato)diboron: Regioselective, Stoichiometric, and Room Temperature Reactions

Ishiyama, Tatsuo,Takagi, Jun,Yonekawa, Yuhei,Hartwig, John F.,Miyaura, Norio

, p. 1103 - 1106 (2003)

An iridium(I) complex generated from 1/ 2[Ir(OMe)(COD)]2 and 4,4′-di-tert-butyl-2,2′-bipyridine catalyzed the direct borylation of 2-substituted thiophenes, furans and pyrroles in stoichiometric amounts relative to bis(pinacolato)diboron in hex

Manganese-Catalyzed C(sp2)-H Borylation of Furan and Thiophene Derivatives

Britton, Luke,Skrodzki, Maciej,Nichol, Gary S.,Dominey, Andrew P.,Pawlu?, Piotr,Docherty, Jamie H.,Thomas, Stephen P.

, p. 6857 - 6864 (2021/06/28)

Aryl boronic esters are bench-stable, platform building-blocks that can be accessed through metal-catalyzed aryl C(sp2)-H borylation reactions. C(sp2)-H bond functionalization reactions using rare- and precious-metal catalysts are well established, and while examples utilizing Earth-abundant alternatives have emerged, manganese catalysis remains lacking. The manganese-catalyzed C-H borylation of furan and thiophene derivatives is reported alongside an in situ activation method providing facile access to the active manganese hydride species. Mechanistic investigations showed that blue light irradiation directly affected catalysis by action at the metal center, that C(sp2)-H bond borylation occurs through a C-H metallation pathway, and that the reversible coordination of pinacolborane to the catalyst gave a manganese borohydride complex, which was as an off-cycle resting state.

Self-Assembly of M30L60 Icosidodecahedron

Fujita, Daishi,Ueda, Yoshihiro,Sato, Sota,Yokoyama, Hiroyuki,Mizuno, Nobuhiro,Kumasaka, Takashi,Fujita, Makoto

supporting information, p. 91 - 101 (2016/12/27)

Self-assembly is invaluable in the construction of giant molecular structures via a bottom-up approach. Although living organisms naturally make the most use of self-assembly and freely handle the mechanism at will, scientists are still far behind the level of nature. Inspired by the elegant structures of virus capsids, we have previously constructed roughly spherical giant metal complexes with the symmetry of an octahedron, cuboctahedron, and rhombicuboctahedron with the compositions M6L12, M12L24, and M24L48, respectively. Here, we report our first successful synthesis of an M30L60 molecular icosidodecahedron that consists of ~100 components: 30 Pd(II) ions and 60 ligands that assemble into the largest well-defined spherical macromolecule to date (diameter of ~8.2?nm). Tuning the flexibility of the ligand was the key for successful self-assembly. A highly complex but symmetrically organized structure was identified through X-ray crystallographic analysis. The interior space of the molecular complex is large enough (157,000??3) to enclose proteins.

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